title: Molecular dynamics of (E)-6-acetyl-3-(2-hydroxy-5-methylphenyl)-5-styryl cyclohex-2-en-1-one and (E)-6-ethylcarboxylate-3-(2-hydroxy-5-methylphenyl)-5-styryl cyclohex-2-en-1-one in a solution studied by NMR spectroscopy.
abstract: Molecular dynamics of cyclohexenone derivatives of (2E,4E)-1-(2-hydroxy-5-methylphenyl)-5-phenyl-2,4-pentadiene-1-one (chalcone) has been investigated in solutions using NMR. The results confirm the formation of O-H···O intramolecular hydrogen bond and the presence of keto-enol tautomeric transitions in the (E)-6-acetyl-3-(2-hydroxy-5-methylphenyl)-5-styryl cyclohex-2-en-1-one. The free energy of activation for the keto-enol tautomeric transitions has been calculated. The keto-enol tautomerism in the investigated compound has been also confirmed by chemical method.
authors.affiliation: Baku State University, Chemical Faculty, NMR Laboratory, Z. Khalilov 23, Baku, Azerbaijan. bsu.nmrlab@mail.ru
authors.forename: I G
authors.initials: IG
authors.lastname: Mamedov
authors.forename: M R
authors.initials: MR
authors.lastname: Bayramov
authors.forename: Y V
authors.initials: YV
authors.lastname: Mamedova
authors.forename: A M
authors.initials: AM
authors.lastname: Maharramov
mesh_terms: D003512:Cyclohexanones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000592:standards; D056004:Molecular Dynamics Simulation; D015394:Molecular Structure; D012015:Reference Standards; D012996:Solutions; D013343:Styrenes / Q000737:chemistry*
chemical_list: D003512:Cyclohexanones; D012996:Solutions; D013343:Styrenes
keywords: NMR spectroscopy; chalcone; cyclohexenone; hydrogen bond; isoxazol; keto-enol tautomerism; molecular dynamics